Malabaricone C (BioDeep_00000017648)

 

Secondary id: BioDeep_00000604278

human metabolite PANOMIX_OTCML-2023 natural product


代谢物信息卡片


1-(2,6-Bis(oxidanyl)phenyl)-9-(3,4-bis(oxidanyl)phenyl)nonan-1-one

化学式: C21H26O5 (358.178)
中文名称: 马拉巴酮C
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 62.38%

分子结构信息

SMILES: C(CCCCC(=O)c1c(cccc1O)O)CCCc1ccc(c(c1)O)O
InChI: InChI=1S/C21H26O5/c22-16-13-12-15(14-20(16)26)8-5-3-1-2-4-6-9-17(23)21-18(24)10-7-11-19(21)25/h7,10-14,22,24-26H,1-6,8-9H2

描述信息

Malabaricone C is an antimicrobial resorcinol found in nutmeg, the dried seed covers of Myristica fragrans and Myristica malabarica (rampatri). This Compound exhibits strong antifungal and antibacterial activity. (PMID 1955885, 10501006). Malabaricone C a diarylnonanoid, shows strong scavenging activity. (PMID 16104820).
Malabaricone C is an antimicrobial resorcinol found in nutmeg, the dried seed covers of Myristica fragrans and Myristica malabarica (rampatri). This Compound exhibits strong antifungal and antibacterial activity. (PMID 1955885, 10501006)
Malabaricone C is a butanone. It has a role as a metabolite.
Malabaricone C is a natural product found in Myristica cinnamomea, Myristicaceae, and other organisms with data available.
A natural product found in Myristica cinnamomea.
Malabaricone C is a natural sphingomyelin synthase (SMS) inhibitor with IC50s of 3 and 1.5 μM for SMS 1 and 2, respectively[1].
Malabaricone C is a natural sphingomyelin synthase (SMS) inhibitor with IC50s of 3 and 1.5 μM for SMS 1 and 2, respectively[1].
Malabaricone C is a natural sphingomyelin synthase (SMS) inhibitor with IC50s of 3 and 1.5 μM for SMS 1 and 2, respectively[1].

同义名列表

8 个代谢物同义名

1-(2,6-Bis(oxidanyl)phenyl)-9-(3,4-bis(oxidanyl)phenyl)nonan-1-one; 1-Nonanone, 1-(2,6-dihydroxyphenyl)-9-(3,4-dihydroxyphenyl)-; 1-(2,6-dihydroxyphenyl)-9-(3,4-dihydroxyphenyl)nonan-1-one; 1-(2,6-dihydroxyphenyl)-9-(3,4-dihydroxyphenyl)-1-nonanone; UNII-C9K53R3PRN; Malabaricone C; MEGxp0_000379; C9K53R3PRN



数据库引用编号

15 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(0)

PlantCyc(0)

代谢反应

0 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

28 个相关的物种来源信息

在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有：

  • PubMed: 来源于PubMed文献库中的文献信息，我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表，这个列表按照代谢物同时出现的文献数量降序排序，取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
  • NCBI Taxonomy: 通过文献数据挖掘，得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序，取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
  • Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
  • Chemical Reaction: 在化学反应过程中，存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。

点击图上的相关代谢物的名称，可以跳转到相关代谢物的信息页面。

亚细胞结构定位 关联基因列表


文献列表

  • Izumi Tsukayama, Yuki Kawakami, Asako Tamenobu, Keisuke Toda, Saya Maruoka, Yuki Nagasaki, Yoshiko Mori, Risa Sawazumi, Kensuke Okamoto, Keita Kanzaki, Hideyuki Ito, Yoshitaka Takahashi, Yoshimi Miki, Kei Yamamoto, Makoto Murakami, Toshiko Suzuki-Yamamoto. Malabaricone C derived from nutmeg inhibits arachidonate 5-lipoxygenase activity and ameliorates psoriasis-like skin inflammation in mice. Free radical biology & medicine. 2022 11; 193(Pt 1):1-8. doi: 10.1016/j.freeradbiomed.2022.09.028. [PMID: 36183930]
  • Cai-Wei Li, Yi-Cheng Chu, Chun-Yi Huang, Shu-Ling Fu, Jih-Jung Chen. Evaluation of Antioxidant and Anti-α-glucosidase Activities of Various Solvent Extracts and Major Bioactive Components from the Seeds of Myristica fragrans. Molecules (Basel, Switzerland). 2020 Nov; 25(21):. doi: 10.3390/molecules25215198. [PMID: 33171671]
  • Muhamad Aqmal Othman, Kohei Yuyama, Yuta Murai, Yasuyuki Igarashi, Daisuke Mikami, Yasodha Sivasothy, Khalijah Awang, Kenji Monde. Malabaricone C as Natural Sphingomyelin Synthase Inhibitor against Diet-Induced Obesity and Its Lipid Metabolism in Mice. ACS medicinal chemistry letters. 2019 Aug; 10(8):1154-1158. doi: 10.1021/acsmedchemlett.9b00171. [PMID: 31413799]
  • B Prabha, S Neethu, S Lekshmy Krishnan, D R Sherin, M Madhukrishnan, R Ananthakrishnan, K B Rameshkumar, T K Manojkumar, P Jayamurthy, K V Radhakrishnan. Antidiabetic potential of phytochemicals isolated from the stem bark of Myristica fatua Houtt. var. magnifica (Bedd.) Sinclair. Bioorganic & medicinal chemistry. 2018 07; 26(12):3461-3467. doi: 10.1016/j.bmc.2018.05.020. [PMID: 29789207]
  • Ji-Young Park, Su Hwan Lim, Bo Ram Kim, Hyung Jae Jeong, Hyung-Jun Kwon, Gyu-Yong Song, Young Bae Ryu, Woo Song Lee. Sialidase inhibitory activity of diarylnonanoid and neolignan compounds extracted from the seeds of Myristica fragrans. Bioorganic & medicinal chemistry letters. 2017 07; 27(14):3060-3064. doi: 10.1016/j.bmcl.2017.05.055. [PMID: 28551100]
  • Muhamad Aqmal Othman, Yasodha Sivasothy, Chung Yeng Looi, Abdulwali Ablat, Jamaludin Mohamad, Marc Litaudon, Khalijah Awang. Acylphenols and dimeric acylphenols from Myristica maxima Warb. Fitoterapia. 2016 Jun; 111(?):12-7. doi: 10.1016/j.fitote.2016.04.004. [PMID: 27072985]
  • Jitesh S Rathee, Birija S Patro, Lindsay Brown, Subrata Chattopadhyay. Mechanism of the anti-hypertensive property of the naturally occurring phenolic, malabaricone C in DOCA-salt rats. Free radical research. 2016; 50(1):111-21. doi: 10.3109/10715762.2015.1112005. [PMID: 26503350]
  • Yee Meng Chong, Wai Fong Yin, Chia Yong Ho, Mohamad Rais Mustafa, A Hamid A Hadi, Khalijah Awang, Putri Narrima, Chong-Lek Koh, David R Appleton, Kok-Gan Chan. Malabaricone C from Myristica cinnamomea exhibits anti-quorum sensing activity. Journal of natural products. 2011 Oct; 74(10):2261-4. doi: 10.1021/np100872k. [PMID: 21910441]
  • Debashish Banerjee, Biswanath Maity, Atmaram H Bandivdeker, Sandip K Bandyopadhyay, Subrata Chattopadhyay. Angiogenic and cell proliferating action of the natural diarylnonanoids, malabaricone B and malabaricone C during healing of indomethacin-induced gastric ulceration. Pharmaceutical research. 2008 Jul; 25(7):1601-9. doi: 10.1007/s11095-007-9512-0. [PMID: 18071876]
  • Debashish Banerjee, Ajay K Bauri, Ranjit K Guha, Sandip K Bandyopadhyay, Subrata Chattopadhyay. Healing properties of malabaricone B and malabaricone C, against indomethacin-induced gastric ulceration and mechanism of action. European journal of pharmacology. 2008 Jan; 578(2-3):300-12. doi: 10.1016/j.ejphar.2007.09.041. [PMID: 17977527]
  • Rupashree Sen, Ajay Kumar Bauri, Subrata Chattopadhyay, Mitali Chatterjee. Antipromastigote activity of the malabaricones of Myristica malabarica (rampatri). Phytotherapy research : PTR. 2007 Jun; 21(6):592-5. doi: 10.1002/ptr.2115. [PMID: 17335115]
  • Birija S Patro, Ajay K Bauri, Shilpa Mishra, Subrata Chattopadhyay. Antioxidant activity of Myristica malabarica extracts and their constituents. Journal of agricultural and food chemistry. 2005 Aug; 53(17):6912-8. doi: 10.1021/jf050861x. [PMID: 16104820]